An Electric Trap: Electron‐Rich Carbonyl Axis Ends Slow Threading/Dethreading Exchange Dynamics of Pillar[5]arene Ring along Axis

Viologen axes with negative carbonyl ends such as carboxylic acid and carbonylethyl groups were synthesized. The threading/dethreading exchange dynamics of the pillar[5]arene ring and these axes were studied by variable‐temperature 1H NMR and two‐dimensional exchange spectroscopy NMR spectroscopies....

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Israel journal of chemistry 2018-11, Vol.58 (11), p.1246-1250
Hauptverfasser: Ogoshi, Tomoki, Yamafuji, Daiki, Aoki, Takamichi, Yamagishi, Tada‐aki
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Viologen axes with negative carbonyl ends such as carboxylic acid and carbonylethyl groups were synthesized. The threading/dethreading exchange dynamics of the pillar[5]arene ring and these axes were studied by variable‐temperature 1H NMR and two‐dimensional exchange spectroscopy NMR spectroscopies. The exchange rate increased on introduction of electron‐rich carbonyl ends into the axis: the exchange rate constants of the pillar[5]arene ring along the carboxylic acid‐ended and carbonylethyl‐ended viologen axes were ca. 2000 and 360 times smaller, respectively, than that along the alkyl‐ended viologen axis.
ISSN:0021-2148
1869-5868
DOI:10.1002/ijch.201800019